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US 10,703,923 B2Granted
Naphthalocyanine derivatives
AssigneeBASF SE
InventorsHans Reichert, Yves Bron, Helmut Reichelt, Oliver Seeger
Life of this patent
Estimating the term…
Abstract
The present invention relates to the use of specific naphthalocyanine chromophores with different axial substituents as almost colourless IR absorbers for security printing applications.
Claims13
A method for security printing, the method comprising:
- contacting a printing ink formulation comprising a compound with a substrate,
- wherein the compound is represented by the following formula (Ia) or the following formula (Ib):
- wherein
- X is O(C2H4O)nCH3, OC8-C18alkyl, or OSi(n-C1-C12alkyl)3;
- n is a integer from 1 to 6;
- M2, M3 are Ga;
- B1 in the formula (Ib) is C1-C12alkylene, C1-C12alkylene which is interrupted by one or more oxygen atoms or C1-C12alkylene which is substituted by at least one OH group;
- R20 and R21 are independently of each other H, F, OR16, SR16, NHR17, or NR17R17′;
- R16 is C1-C12alkyl, (C2H4O)nOR18, or phenyl;
- R18 is C1-C12alkyl;
- and
- R17 and R17′ are independently of each other C1-C12alkyl, (C2H4O)nOR18, or phenyl;
- or
- R17 and R17′ together optionally represent a 5- or 6-membered aliphatic ring, wherein one C-atom in the 5- or 6-membered aliphatic ring is optionally replaced by oxygen, to form a pyrrolidine, piperidine, 2-methylpiperidine or morpholine radical, and
- wherein the compound has a mean particle size of from 15 nm to 1000 nm.
12 more elements
A printing ink, comprising:
- a) at least one compound selected from the group consisting of a compound of the following formula (Ia) and a compound of the following formula (Ib):
- wherein
- X is OH, O(C2H4O)nCH3, OC8-C18alkyl, or OSi(n-C1-C12alkyl)3;
- n is a integer from 1 to 6;
- M2, M3 are Ga;
- B1 in the formula (Ib) is C1-C12alkylene, C1-C12alkylene which is interrupted by one or more oxygen atoms or C1-C12alkylene which is substituted by at least one OH group;
- R20 and R21 are independently of each other H, F, OR16, SR16, NHR17, or NR17R17′;
- R16 is C1-C12alkyl, (C2H4O)nOR18, or phenyl;
- R18 is C1-C12alkyl;
- and
- R17 and R17′ are independently of each other C1-C12alkyl, (C2H4O)nOR18, or phenyl;
- or
- R17 and R17′ together optionally represent a 5- or 6-membered aliphatic ring, wherein one C-atom in the 5- or 6-membered aliphatic ring is optionally replaced by oxygen, to form a pyrrolidine, piperidine, 2-methylpiperidine or morpholine radical,
- b) at least one polymeric binder,
- c) optionally at least one organic solvent,
- d) optionally at least one colorant,
- e) optionally at least one further additive, and
- f) optionally at least one photoinitiator, and
- wherein the at least one compound a) has a mean particle size of from 15 nm to 1000 nm.
16 more elements
A security document, comprising a substrate and a cured ink,
- wherein the cured ink comprises at least one compound selected from the group consisting of a compound of the following formula (Ia) and a compound of the following formula (Ib):
- wherein
- X is O(C2H4O)nCH3, OC8-C18alkyl, or OSi(n-C1-C12alkyl)3;
- n is a integer from 1 to 6;
- M2, M3 are Ga;
- B1 in the formula (Ib) is C1-C12alkylene, C1-C12alkylene which is interrupted by one or more oxygen atoms or C1-C12alkylene which is substituted by at least one OH group;
- R20 and R21 are independently of each other H, F, OR16, SR16, NHR17, or NR17R17′;
- R16 is C1-C12alkyl, (C2H4O)nOR18, or phenyl;
- R18 is C1-C12alkyl;
- and
- R17 and R17′ are independently of each other C1-C12alkyl, (C2H4O)nOR18, or phenyl;
- or
- R17 and R17′ together optionally represent a 5- or 6-membered aliphatic ring, wherein one C-atom in the 5- or 6-membered aliphatic ring is optionally replaced by oxygen, to form a pyrrolidine, piperidine, 2-methylpiperidine or morpholine radical, and
- wherein the at least one compound has a mean particle size of from 15 nm to 1000 nm.
11 more elements
Dependencies are inferred from the claim text.